There are few things more appealing than an outfit that looks totally put-together with minimal effort. That’s the magic of the old money aesthetic, and I am fully on board.
It’s become a staple in my wardrobe, and I’ve been dreaming up all the ways to style it. I threw together some of my favorite ideas for you.
1. White Striped Sweater and Wide-Leg Trousers
I am obsessed with an outfit that balances comfort and style, and this one is a total home run. You get this cohesive, monochromatic base by pairing a white striped sweater with some white wide-leg trousers.
To give the look a little bit of an edge, a black leather jacket is the perfect addition.
The black belt is such a smart touch to define the waist. I think this ensemble is a fool-proof choice for weekend brunches or just casual days out.
2. White Off-Shoulder Shirt and Button-Fly Jeans
Okay, you guys have to embrace some feminine charm with this look. An off-shoulder white button-up shirt matched with button-fly jeans creates such a perfect balance of casual and chic.
This is such a great go-to for a weekend outing or a casual dinner date. It’s a totally fresh take on how to style a classic white shirt.
3. White Oversized Blazer and Wide-Leg Trousers
Is there anything more timeless than a look like this? It’s a true wardrobe staple that you can never go wrong with.
A white oversized blazer paired with white wide-leg trousers gives you this sleek, monochromatic outfit. The pearl necklace is the ideal addition for a little touch of timeless elegance. I mean, so chic!
4. White Button-Up Shirt and Beige Wide-Leg Trousers
This outfit is such a classic old money staple, and I’m so here for it. A crisp white button-up shirt styled with beige wide-leg trousers makes for such a timeless silhouette.
I love how the thin black belt adds just the right amount of definition. A black handbag is the perfect finishing touch for a little bit of sophistication.
5. White Shirt and Beige High-Waisted Shorts
For a look that’s casual but still so polished, you have to try this combination. Just tuck a crisp white button-up shirt into some beige high-waisted shorts.
I’d add a brown leather belt to define the waist, and then finish the whole outfit off with some classic loafers. So cute and easy!
6. Black Off-Shoulder Mini Dress
I am obsessed with this outfit for an evening event. A black off-shoulder mini dress with long sleeves creates such a sleek and sophisticated silhouette.
The black knee-high boots are a must-have to add a little bit of drama. This ensemble feels ideal for a cocktail party or an upscale dinner date.
7. Blue Striped Shirt and Navy Wide-Leg Trousers
This outfit brings together so many old money staples, and I love everything about it. A blue striped button-up shirt with navy wide-leg trousers makes a cohesive base.
Tying a cream sweater over the shoulders adds that perfect preppy touch. The two-tone ballet flats complete the whole look with such classic elegance.
8. Black Strapless Corset Top and White High-Waisted Shorts
If you’re looking for a more daring take on this aesthetic, you have got to try this combo. A black strapless corset top paired with white high-waisted shorts creates a really striking contrast.
The black belt is the perfect little detail to add definition and tie it all together.
9. White Sleeveless Mini Dress
Sometimes you just need to embrace simplicity with a sleek outfit like this one.
A white sleeveless mini dress with an A-line silhouette is so fresh and modern when you pair it with white pointed-toe heels. This ensemble is a perfect go-to for summer events or cocktail parties.
10. Brown Blazer and Mini Pencil Skirt
For a look that feels both professional and so chic, try styling a tailored brown blazer with a mini pencil skirt. I love adding black sheer tights and black pointed-toe heels to make your legs look longer.
You can finish it off with a black quilted shoulder bag for that little touch of understated luxury.
11. Cream Long Coat and Beige Wide-Leg Trousers
This outfit is such a beautiful study in sophisticated neutrals. A cream long coat layered over a white top and beige wide-leg trousers creates a really cohesive and elegant look.
I think this ensemble is perfect for an autumn event or a day of upscale shopping.
12. Black Sleeveless Turtleneck Top and Wide-Leg Trousers
This all-black outfit is just the epitome of understated elegance. A black sleeveless turtleneck top paired with black wide-leg trousers gives you a sleek, elongated silhouette.
The black belt adds that perfect definition at the waist, which really enhances the polished vibe.
13. Light Blue Shirt and Dark Pinstriped Maxi Skirt
I love how this outfit adds a sporty twist to the whole aesthetic. Tucking a light blue button-up shirt into a dark pinstriped maxi skirt creates such an interesting contrast.
The white baseball cap is a fun, casual touch that feels so preppy. This ensemble would be perfect for a day at the country club or a casual lunch with friends.
14. Camel Long Coat and Black Turtleneck Top
This look is a must-have for cooler weather. A camel long coat over a black turtleneck top makes for such a sophisticated silhouette.
The black quilted handbag is a great way to add a little touch of luxury. I think this outfit is ideal for an autumn stroll in the park or a day of upscale shopping.
15. White Tweed Jacket and Mini Skirt
I mean, does anything say old money more than tweed? A white tweed jacket with its matching mini skirt makes for a totally cohesive and sophisticated look.
The black quilted handbag is such a classic touch, and I love how the two-tone ballet flats bring in a playful yet elegant vibe. This outfit is a non-negotiable for afternoon tea or a day at the races.
16. White Strapless Mermaid Gown
You can channel your inner Hollywood starlet with this glamorous outfit. I’m obsessed with how a white strapless mermaid gown with white pointed-toe shoes creates this stunning, elegant silhouette.
This whole look is perfect for a formal event or a black-tie gala. It’s guaranteed to turn heads!
17. Shirt Dress and Loafers
A shirt dress with a notched lapel collar is a go-to for a look that’s casual but still feels polished. When you pair it with loafers, you get that perfect touch of old-money charm.
It’s such an easy and put-together outfit.
18. White Button-Up Shirt and Beige Tailored Shorts
For a vibe that’s relaxed but still polished, you have to try this combination. Tucking a white button-up shirt into beige tailored shorts gives you a fresh, summery feel.
The brown leather belt adds some nice structure, and of course, the beige knit sweater tied around the shoulders is the absolute quintessential old money accessory.
19. White Striped Button-Up Cardigan
I love this clean and sophisticated monochromatic look. It’s created by pairing a white striped button-up cardigan with a white pencil skirt.
To keep the whole outfit feeling balanced and timeless, just accessorize with a black shoulder bag. Simple and so chic!
20. Black Baseball Cap and Oversized Blazer
This outfit is all about mixing casual pieces with that old money sophistication. Pairing a black baseball cap with a black oversized blazer and a white t-shirt creates a really interesting contrast.
The white wide-leg trousers complete the look perfectly. I think this ensemble is a great choice for a casual outing or a weekend brunch.
21. Black Turtleneck Top and Beige Trench Coat
This outfit is just what you need for transitional weather. Layering a black turtleneck top under a beige trench coat creates a super sophisticated base.
The black shorts with sheer black tights add a little bit of allure, and the black pointed-toe heels make your legs look amazing. This whole look is ideal for an autumn gallery opening or an upscale evening event.
22. Black Button-Up Vest and Beige Wide-Leg Trousers
If you’re going for a more androgynous take on the old money look, this combination is a must-try.
A black button-up vest with beige wide-leg trousers gives you a sleek, sophisticated silhouette. The thin belt is a great touch to add definition to the waist and enhance that polished appearance.
23. Black Oversized Blazer and Turtleneck Sweater
This outfit is a combination of so many classic old money staples. A black oversized blazer layered over a white turtleneck sweater creates a sophisticated base.
I love the interesting texture you get from pairing sheer black tights with white ribbed socks and black loafers. This whole vibe is perfect for an autumn gallery opening or a casual dinner party.
24. Blue Striped Cropped Shirt and White Wide-Leg Trousers
You can totally channel coastal chic with this outfit. A blue striped cropped button-up shirt paired with white wide-leg trousers gives you a fresh, nautical-inspired look.
The brown leather crossbody bag is a perfect way to add a touch of warmth to the ensemble. I’d wear this for a seaside lunch or a yacht club event.
25. Red Strapless Midi Dress
If you want to make a statement, this bold yet sophisticated outfit is for you. A red strapless midi dress with a full skirt just exudes confidence and elegance.
Paired with some nude ankle-strap sandals, this ensemble is an amazing choice for a summer wedding or an upscale garden party.
26. White Button-Up Shirt and Black Cropped Blazer
This look just exudes power and elegance. When you layer a white button-up shirt under a black cropped blazer, you get a sharp, professional vibe.
The black mini skirt with a slit adds a little touch of allure while still keeping things sophisticated. This outfit is a non-negotiable for an important business meeting or a high-end dinner event.
27. Black Turtleneck Top and Houndstooth Skirt
You have to embrace classic patterns with this outfit. A black turtleneck top styled with a black and white houndstooth skirt creates a sophisticated look that feels like it’s straight out of a vintage fashion magazine.
A black handbag is the perfect finishing touch for this timeless ensemble. I’d wear this for afternoon tea or a day at the museum.
28. Black Halter Neck Top and White Pencil Skirt
This outfit is such a great study in elegant contrasts. Pairing a black halter neck top with a white pencil skirt creates a striking yet sophisticated look.
Black pointed-toe heels and a black handbag are the classic accessories that complete the ensemble. This look is a go-to for a cocktail party or an evening event.
29. White Button-Up Mini Dress
Let’s embrace some feminine charm with this outfit! A white button-up mini dress with short sleeves has such a fresh, summery look.
The brown crossbody bag adds a perfect touch of warmth. This ensemble is ideal for a weekend outing or a casual lunch date.
30. White Cropped Cardigan and Wide-Leg Trousers
This monochromatic outfit just exudes elegance. A white cropped cardigan paired with white wide-leg trousers makes for a cohesive, sophisticated look.
The black pointed-toe shoes are a great contrasting touch. I think this ensemble is perfect for summer events or upscale luncheons.